Synthesis of Natural and Unnatural Cyclooligomeric Depsipeptides Enabled by Flow Chemistry
Journal Title
Chemistry - A European Journal
ISSN
0947-6539
Publisher
Wiley
Volume
22
Pages
4206-4217
Language
English
Type
Article
Metadata
Show full item recordCitation
Lücke, D., Dalton, T., Ley, S., & Wilson, Z. Synthesis of Natural and Unnatural Cyclooligomeric Depsipeptides Enabled by Flow Chemistry. Chemistry - A European Journal, 22 4206-4217. https://doi.org/10.1002/chem.201504457
Abstract
Flow chemistry has been successfully integrated into the synthesis of a series of cyclooligomeric depsipeptides of three different ring sizes including the natural products beauvericin (1a), bassianolide (2b) and enniatin C (1b). A reliable flow chemistry protocol was established for the coupling and macrocyclisation to form challenging N‐methylated amides. This flexible approach has allowed the rapid synthesis of both natural and unnatural depsipeptides in high yields, enabling further exploration of their promising biological activity.
Keywords
cyclooligomeric depsipeptides, natural products, flow chemistry, macrocycles, peptides
Sponsorship
The authors gratefully acknowledge the EPSRC for financial support (grants EP/K009494/1 and EP/K039520/1).
Funder references
EPSRC (EP/K009494/1)
EPSRC (EP/K039520/1)
Embargo Lift Date
2300-01-01
Identifiers
External DOI: https://doi.org/10.1002/chem.201504457
This record's URL: https://www.repository.cam.ac.uk/handle/1810/253019
Rights
Attribution 2.0 UK: England & Wales
Licence URL: http://creativecommons.org/licenses/by/2.0/uk/